187527-26-0

Basic information

• Product Name: (E)-5-Benzyloxy-4,4-dimethyl-pent-2-enoic acid methyl ester
• Synonyms: (E)-5-Benzyloxy-4,4-dimethyl-pent-2-enoic acid methyl ester
• CAS NO: 187527-26-0
• Molecular Weight: 248.322
• Mol File: 187527-26-0.mol

Chemical Properties

• CAS DataBase Reference: (E)-5-Benzyloxy-4,4-dimethyl-pent-2-enoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-5-Benzyloxy-4,4-dimethyl-pent-2-enoic acid methyl ester(187527-26-0)
• EPA Substance Registry System: (E)-5-Benzyloxy-4,4-dimethyl-pent-2-enoic acid methyl ester(187527-26-0)

Safety Data

• Hazardous Substances Data: 187527-26-0(Hazardous Substances Data)

Upstream product

• 38216-93-2 3-benzyloxypivalic aldehyde 
• 776-88-5 5,5-dimethyl-2-phenyl-[1,3]dioxane 
• 66582-32-9 3-(benzyloxy)-2,2-dimethylpropan-1-ol 
• 100-52-7 benzaldehyde 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 121352-87-2 (E)-5-(benzyloxy)-4,4-dimethylpent-2-en-1-ol 
• 121352-89-4 (2S,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxirane-2-carbaldehyde 
• 121352-90-7 (E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-propenal 
• 121352-92-9 (3R,5S)-7-Benzyloxy-6,6-dimethyl-heptane-1,3,5-triol 
• 121352-91-8 (E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol 
• 121352-96-3 [(4S,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetaldehyde 
• 111043-54-0 [(2R,3S,2'S,3'R)-3'-(2-Benzyloxy-1,1-dimethyl-ethyl)-[2,2']bioxiranyl-3-yl]-methanol 
• 121352-95-2 2-<(4R,6S)-6-(2-benzyloxy-1,1-dimethylethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethanol 
• 121352-98-5 (E)-4-[(4R,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-but-2-en-1-ol 
• 121352-97-4 (E)-4-[(4R,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester 
• 121352-93-0 2,2-Dimethyl-propionic acid (3R,5S)-7-benzyloxy-3,5-dihydroxy-6,6-dimethyl-heptyl ester 
• 121353-00-2 (S)-4-[(4R,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butane-1,3-diol 
• 121352-99-6 {(2R,3R)-3-[(4S,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-oxiranyl}-methanol 
• 121352-94-1 2,2-Dimethyl-propionic acid 2-[(4R,6S)-6-(2-benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethyl ester 

Relevant articles and documents

Asymmetric 1,4-dihydroxylation of 1,3-dienes by catalytic enantioselective diboration

(Chemical Equation Presented) Asymmetric 1,4-dihydroxylations of 1,3-dienes, and other transformations, are initiated by the Pt-catalyzed enantioselective addition of bis(pinacolato)diboron (B2(pin) 2) to conjugated dienes. The studies reported in this communication suggest that both cyclic and acyclic substrates will participate in this reaction; however, dienes which are unable to adopt the S-cis conformation are unreactive. For most substrates, 1,4-addition is the predominant pathway. In addition to oxidation to the derived 2-buten-1,4-diol, stereoselective carbonyl allylation with the intermediate bis(boronate) ester is also described.

Synthesis of Bryostatins. 1. Construction of the C(1)-C(16) Fragment

The synthesis of fragment AB of bryostatin 1 is described.Two aldol coupling reactions involving (i) chiral fragment A with achiral B and (ii) chiral fragment A1 with achiral A2 constitute crucial steps in which an external chiral boron reagent is used to control stereoselectivity in the creation of a new stereogenic center.This type of double asymmetric synthesis, although rarely precedented, provides a powerful means of stereocontrol over the fragment assembly.